Glenwood Holidays
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Top Flight + Hotel Deals in Glenwood
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Price was €944, price is now €565 per person
€565
per person
10 Nov - 16 Nov
found 2 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
I wish that all the staff was more accommodating! some of them were some were not!
Reviewed on 6 Oct 2025
Pendry Chicago
Downtown Chicago
Price was €1,201, price is now €678 per person
€678
per person
10 Nov - 16 Nov
found 2 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend
Reviewed on 7 Oct 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €1,040, price is now €643 per person
€643
per person
10 Nov - 16 Nov
found 2 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Clean room, friendly staff, great location and within walking distance from all shops!
Reviewed on 7 Oct 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,089, price is now €682 per person
€682
per person
10 Nov - 16 Nov
found 2 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,142 reviews)
Room is clean and housekeeper is lovely
Reviewed on 6 Oct 2025
Top hotels in Glenwood
Hampton Inn by Hilton Chicago-Midway Airport
6540 S Cicero Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €136 per night from 2 Nov to 3 Nov
€136
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (1,236 reviews)
"Great airport shuttle service very knowledgeable and helpful driver. Nice receptionist allowed us to check in our bags early which was much appreciated. The rooms were spotlessly clean and comfortable."
Reviewed on 3 Oct 2025
Hilton Chicago/Oak Lawn
9333 S Cicero Ave, Oak Lawn, IL
The price is €121 per night from 19 Oct to 20 Oct
€121
19 Oct - 20 Oct
includes taxes & fees
8.2/10 Very Good! (1,057 reviews)
"Large parking lot, lots of dining options."
Reviewed on 6 Oct 2025
Motel 6 Bridgeview, IL
9625 S 76th Ave, Bridgeview, IL
Fully refundableReserve now, pay when you stay
The price is €45 per night from 4 Nov to 5 Nov
€45
4 Nov - 5 Nov
includes taxes & fees
7/10 Good! (1,238 reviews)
"Clean and quiet"
Reviewed on 3 Oct 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
